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Holiday rentals with a kayak in Sail Bay

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Sail Bay

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite
An outdoor dining area is featured with a wooden table and chairs beneath a striped umbrella. Lush green grass surrounds the space, while water views are visible in the background, complemented by palm trees and various plants. A hot tub is located nearby.
Home in Pacific Beach
4.97 out of 5 average rating, 60 reviews

New Ocean Front Grand Villa! HotTub ACParkingGames

Ocean Front and water views for days!! Walk in the sand and take a dip in the bay every morning!! The stunning Ocean Grand Villa is located the crown of San Diego, Crown Point. Beautiful, safe and peaceful neighborhood, yet close to amazing restaurants, bars, attractions and all that SD has to offer. Amazing Amenities: HotTub, Outdoor shower, Central AC, gated Parking fooseball, pingpong & more. Everything from our sheets to appliances is top of the line. Your Vacation is going to be Magic!

Top guest favourite
A bright living area featuring a snug couch with striped cushions and a wooden coffee table. The adjacent kitchen is seen through a wide entry, with blue cabinetry and a dining set. Natural light enters through a set of glass doors, enhancing the openness.
Flat in Mission Beach
4.97 out of 5 average rating, 186 reviews

Jan'25 remodel apt. for young family or 3 adults

In S. Mission Beach on Ensenada Ct a cpl blocks South of Belmont Park. We live upstairs and offer a small 1 and 2 bedrm apartments (approx 500 sq. ft each) on the ground floor to vacationers. Please note that the 2nd room is very small with twin bunkbed suitable for children or small adult (3 adults max or 2 adults/2 children max (no exceptions), top bunk 110lbs. max) We enjoy having guests from all over the world come to visit and love watching you enjoy South Mission Beach as much as we do.

Top guest favourite
Home in Ocean Beach
5.0 out of 5 average rating, 41 reviews

Panoramic Ocean Views at a Mid-Century Modern 2BR

Welcome to The OB Overlook, a stunning modern retreat perched above the heart of Ocean Beach. This coastal escape blends sophisticated architecture, relaxed luxury, and sweeping 180° ocean views. On the second floor, you’ll find two beautifully appointed bedrooms, dedicated workspaces and a spa-like bathroom. Upstairs, the third-floor open-concept living, kitchen, and dining area open to a spectacular balcony — your front-row seat to breathtaking sunsets, surf, and a sparkling coastline.

Superhost
Home in Mission Beach
4.69 out of 5 average rating, 36 reviews

Pet-Friendly Vintage Coastal Retreat – Walk to Bay

Experience Mission Beach the way locals do: in a home full of character and comfort. 🏡 Our pet-friendly two-bedroom duplex embraces a classical style with tiled floors, wooden furniture, and vintage décor that feels more like a family home than a vacation rental. Outside, a small private fenced yard features a round stone patio table with a large umbrella, perfect for shaded family barbecues or quiet evenings, all within a short stroll of the bay, ocean, and neighborhood favorites. 🌊🌴

Top guest favourite
The charming pink exterior of a 1930s Spanish home is highlighted, featuring an inviting patio area with a table and chairs beneath a large umbrella. Lush greenery adds to the relaxed atmosphere, while the upper balcony provides additional outdoor space.
Home in Mission Beach
4.89 out of 5 average rating, 145 reviews

Casa Rosada - Spanish Charm on Mission Bay

Pink Paradise on the Bay. 1930s Spanish home, family-owned and managed since the 1990s. 2 BR, 2 Bath beach house, with pull-out couch in downstairs living room. Private patio deck on ground level with table and chairs for families- just steps to either bay or beach side. Upper balcony off Master bedroom overlooking Sail Bay. Suitable for 4-6 guests and families welcome-- highchair, safety gates and crib provided. PLEASE NOTE: One car parking included for SMALL SUV/CROSSOVER maximum.

Top guest favourite
Apartment in Pacific Beach
4.93 out of 5 average rating, 352 reviews

Beach House one block from Mission Bay w/AC

Just one block from the bay, this quiet and cozy beach house with a fully fenced private patio is ideal for anyone who wants a coastal getaway, while still being close enough to the attractions, restaurants, shopping, and nightlife of San Diego. We have all the amenities you need, a new AC unit, a comfy King-size bed, coffee bar, BBQ, 2 beach cruiser bikes, 2 stand-up paddleboards, beach chairs and floats. Walkable to restaurants, parks, the beach, and the bay. 1 private parking spot.

Guest favourite
Home in Mission Beach
5.0 out of 5 average rating, 20 reviews

Private Rooftop Haven | AC | 2 Car Garage

Welcome to our cozy Home. Only a 2-minute walk to the shorelines, this private stand-alone 3 story sanctuary is nestled in one of San Diego’s beloved neighborhoods. A short walk to cozy cafés, restaurants, and boutiques await. Complete with 2-car garage parking, in-home brand new large washer / dryer, and four balconies for relaxing coastal views. On the Rooftop, one can enjoy al fresco dining, lounging grilling, & games overlooking both Mission Bay & the Pacific Ocean vista 🌊

Guest favourite
A bright living area features a comfortable sofa paired with two armchairs, offering views of the bay through large windows. A coffee table sits at the center, adorned with decorative items, while a television is mounted on the wall nearby.
Apartment in Pacific Beach
4.81 out of 5 average rating, 26 reviews

Spectacular Bayfront Oasis #2!

Our condo is ideally situated just a few steps away from the bay and the park, making it an ideal choice for families. You'll have the opportunity to enjoy nightly fireworks provided by Sea World, adding a touch of magic to your evenings! To make your beach experience even better, we provide boogie boards, beach towels, beach chairs, and sand toys. And when it's time to fire up the grill, we've got you covered with a BBQ. Stay connected with our free Wi-Fi throughout your stay.

Superhost
A view from a window showcases the sandy beach and ocean in the distance, framed by neighboring buildings. The sky is clear, allowing natural light to brighten the space. The gray rooftops offer a quaint contrast to the beach landscape below.
Flat in Mission Beach
4.81 out of 5 average rating, 109 reviews

Ben's Beach Bungalow 3, Ocean View Mission Beach 1

Just steps to the sand, this property is beachside of Mission Blvd and has recently been completely updated to provide you with the feel of luxury. It has a separate dining area and a full kitchen, so you always have the option of dining in or experiencing the vast array of PB restaurants and bars. But the highlight of this unit is the full ocean view from the bedroom...not many units in Mission Beach can boast this view!

Superhost
A bright and inviting living area features a blue sofa paired with a yellow accent chair. Colorful artwork adorns the walls, complementing the warm tones of the space. Large windows allow natural light to fill the room, with a view of the outdoor area visible through the open door.
Flat in Mission Beach
4.8 out of 5 average rating, 222 reviews

Atomic Beach Pad - Incredible Beach Access!

Are you looking for an amazing beach stay with non-stop action sports adventures? We’ve got you covered! We can outfit you with beach bikes for cruising down the boardwalk, stand up paddle boards, boogie boards, wet suits, beach chairs, umbrellas, coolers… you name it! The ocean is directly across the street from this apartment with a private entry having both a bay and an ocean view. Your dream vacation!

Top guest favourite
Guest house in Bay Park
4.98 out of 5 average rating, 161 reviews

2 BR/2 BA San Diego Getaway

This 2 bed/2 bath home in San Diego is located in the Bay Park neighborhood, 1/2 mile from Mission Bay. It has an open and inviting living area, kitchen and dining space, and a relaxing/private outdoor patio with a BBQ and fountain...very So Cal! Also, there is a new "white sandy beach" steps from the rental. It is not the "real" beach but very private and nice. Check out the new beach photos..super cool.

Guest favourite
A light-filled living area features a comfortable gray sofa adorned with decorative cushions. A sleek black coffee table sits in front, complemented by a woven chair and side table. Large windows offer views of greenery, while the warm wood paneling adds character to the space.
Flat in University Heights
4.89 out of 5 average rating, 475 reviews

Hillcrest Oasis| Walk to Bars | Near Balboa Park

Centrally located in a quiet neighborhood, walkable to grocery stores, and close to the best open parks and beaches San Diego has to offer, book your escape with us and find out why our gorgeous weather is one of the top reasons guests come to town! Please inquire about our discounts for essential workers, educators and extended stays.

Popular amenities for kayak rentals in Sail Bay